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Plumb was a young child when her acting career began in TV commercials in 1966. The following year, she appeared on The Virginian, The Big Valley, and Lassie. In 1968, she appeared on It Takes A Thief and Family Affair; in the latter, she played a terminally ill girl on the episode "Christmas Came A Little Early". In 1969, she appeared on an episode of Gunsmoke.

From 1969 to 1974, Plumb appeared as middle sister Jan Brady in the ABC sitcom The Brady Bunch. Her featured storylines included Jan's embarrassment over not having a boyfriend, concerns about her future appearance, being a middle child, and her insecurity over wearing glasses. Several episodes centered on Jan's jealousy of older sister Marcia, resulting in the famous "Marcia, Marcia, Marcia!" line that has arguably become the quintessential quote of the series. Plumb also supplied the voice of Jan in the ABC Saturday morning cartoon The Brady Kids from 1972 – 1973. After The Brady Bunch was cancelled in 1974, it went on to even greater success in syndicated reruns. The show has never left the television airwaves and eventually spawned numerous spinoffs, reunions and feature films.

Several episodes of the show featured the Brady kids singing and as a result, Plumb and the rest of the younger cast recorded several albums. Plumb would also provide a monologue for the Pat Williams Orchestra's 1974 recording of "California Love Story". The single was co-produced by Plumb's recording executive father, Neely Plumb.

Plumb was the only original cast member who declined to reunite for the 1976–77 variety show The Brady Bunch Hour on ABC. Much was made of her absence, including accusations that she no longer wanted to be associated with the Bradys. Plumb has stated in interviews that she was willing to do the variety show's original special episode, but could not commit to a five-year option for additional shows. Her role would be filled by Geri Reischl, who went on to be known among Brady Bunch fans as "fake Jan". The show lasted for only nine episodes.

In 1993, Plumb had a brief role as Mrs. Noah in the B-Movie mockumetary ...And God Spoke. Two years later she was interviewed as part of a 1995 retrospective special titled Brady Bunch Home Movies, produced by Susan Olsen, who played Cindy Brady. That same year, Plumb appeared on a special "child stars" installment of The Jenny Jones Show. From 1995 - 1997, Plumb was a member of the cast of the Saturday morning sitcomFudge, playing the title character's mother, Mrs. Ann Hatcher. The show aired on ABC in its first season and moved to CBS for its second season. To promote the series, Plumb appeared on The Jon Stewart Show. Plumb also appeared in the movie Fudge-A-Mania (1997). In 1996, she reminisced about her Brady years on The Rosie O'Donnell Show and on the E True Hollywood Story: The Brady Bunch. In 1998, Plumb was the original Pam Burkhart on That '70s Show (only seen in episode 6, "The Keg").

Plumb attending a "Heroes For Autism" event in Hollywood, California, April 2009

In 2007, Plumb was the only surviving cast member who was not on hand when TV Land honored The Brady Bunch with its Pop Culture Award. In 2008, she appeared on a special Brady-themed week of the syndicated game show Trivial Pursuit: America Plays, hosted by Christopher Knight, who played Peter Brady. Also in 2008, Plumb was a guest on The Florence Henderson Show on RLTV, hosted by her former TV mom.

Plumb appeared in a number of made-for-television movies, including The House on Greenapple Road in 1970, The Force of Evil and Telethon in 1977, Secrets of Three Hungry Wives in 1978, The Night the Bridge Fell Down in 1983 and Yesterday Today in 1992. Her film credits include I'm Gonna Git You Sucka in 1988, ... And God Spoke in 1993, Nowhere and Breast Men in 1997 and Manfast in 2003. In August 2008, Plumb appeared on the NBC daytime drama Days of Our Lives.

In 2010, Plumb originated the title character in the New York production of Miss Abigail's Guide to Dating, Mating and Marriage, inspired by a book and website of the same name. The role was her first New York stage role. She was next seen on the New York stage when she starred in Nora Ephron and Delia Ephron's award-winning Love, Loss, and What I Wore, and she co-starred in Same Time, Next Year with Broadway's John Bolton at the Surflight Theater in Beach Haven, New Jersey. July–October 2013, Plumb portrayed Aunt June in the off-Broadway play Unbroken Circle by James Wesley.[3]